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Markovnikov‐Selective Palladium Catalyst for Carbonylation of Alkynes with Heteroarenes
Author(s) -
Liu Jie,
Li Haoquan,
Dühren Ricarda,
Liu Jiawang,
Spannenberg Anke,
Franke Robert,
Jackstell Ralf,
Beller Matthias
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201706794
Subject(s) - carbonylation , catalysis , palladium , chemistry , markovnikov's rule , amide , organic chemistry , phenol , combinatorial chemistry , amine gas treating , alcohol , regioselectivity , carbon monoxide
A new class of palladium catalysts, based on heterocyclic diphosphines, was rationally designed and synthesized. Application of one of these catalysts allows novel Markovnikov‐selective carbonylation of non‐activated alkynes with heteroarenes to give the corresponding branched α,β‐unsaturated ketones in excellent yields (up to 97 %) and regioselectivities (b/l up to 99:1). In addition to heteroarenes, other common nucloephiles (alcohol, phenol, amine, and amide) furnish the desired carbonylation products smoothly in high yields.